N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

Base Information

Chemical Name:N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide
CAS No.:1491142-03-0
Molecular Formula:C₃₆H₃₅FN₄O₄
Molecular Weight:606.697
Hs Code.:

Synonyms:N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

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Chemical Property of N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

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Technology Process of N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

There total 13 articles about N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

: 1491141-84-4
4-chloro-N-(3-fluoro-4-(6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinolin-4-yloxy)phenyl)picolinamide

: 5720-05-8
4-methylphenylboronic acid

: 1491142-03-0
N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

Guidance literature:: With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate; potassium iodide; In 1,4-dioxane; water; at 20 - 85 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2013.08.019

Reference yield:

: 1394166-11-0
3-fluoro-4-((6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinolin-4-yl)oxy)aniline

: 1491142-03-0
N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 20 °C / Cooling with ice

2: sodium carbonate; potassium iodide; bis(triphenylphosphine)palladium(II) dichloride / water; 1,4-dioxane / 20 - 85 °C / Inert atmosphere

With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/j.ejmech.2013.08.019

Reference yield:

: 1160707-44-7
1-[4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl]ethan-1-one

: 1491142-03-0
N-[3-fluoro-4-[[6-methoxy-7-[3-(1-pyrrolidinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: dimethyl amine; toluene / 10 h / 110 °C

2: iron; acetic acid / 2.5 h / 20 - 80 °C

3: acetonitrile / 10 h / 85 °C

4: trichlorophosphate / 6 h / 85 °C

5: chlorobenzene / 30 h / 140 °C

6: iron; ammonium chloride / ethanol; water / 5 h / Reflux

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 20 °C / Cooling with ice

8: sodium carbonate; potassium iodide; bis(triphenylphosphine)palladium(II) dichloride / water; 1,4-dioxane / 20 - 85 °C / Inert atmosphere

With bis(triphenylphosphine)palladium(II) dichloride; iron; sodium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; potassium iodide; trichlorophosphate; In 1,4-dioxane; ethanol; dichloromethane; water; dimethyl amine; chlorobenzene; toluene; acetonitrile;
DOI:10.1016/j.ejmech.2013.08.019